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Check prices for these dates

Tonight
6 Oct - 7 Oct
Tomorrow
7 Oct - 8 Oct
This weekend
9 Oct - 11 Oct
Next weekend
16 Oct - 18 Oct

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Our top choices for Il Castagno hotels

A stone staircase leading to a gated entrance, surrounded by lush greenery and a well-maintained lawn.
A buffet table with various food items and glass containers, set in an outdoor area with a wooden ceiling and a view of trees.
A stone building with a tiled roof, a gravel path, and potted plants.
A rustic stone building with a small patio area featuring a terracotta pot with flowers, a metal chair, and a small table.

1. Tenuta Decimo

Tenuta Decimo
San Gimignano
United States
FLOR
£45
includes taxes & fees
25 Oct - 26 Oct
Tenuta Decimo
An outdoor patio with a table and chairs, a stone building with a balcony, and a sign that reads "Cucco".
A hotel room with a bathtub, a bed, a desk, and a window with curtains.
A hallway with a large painting of a rural scene, a cushioned bench, and a view of the outdoors through a glass door.
A buffet setup with various food items and a view of the outdoors through large windows.

2. Hotel le Macine

Hotel le Macine
Montaione
Canada
Amanda
£80
includes taxes & fees
10 Oct - 11 Oct
Hotel le Macine
An aerial view of a vineyard estate with terraced vineyards, a central building with multiple rooms, and a swimming pool.
A swimming pool with lounge chairs, surrounded by greenery and a hillside.
A rustic dining area with stone walls, wooden beams, and tiled flooring. There are several tables and chairs arranged for dining.
A stone-walled building with a rustic appearance, surrounded by lush greenery and trees.

3. Hotel Pescille by Double Hospitality

Hotel Pescille by Double Hospitality
San Gimignano
Mexico
Tania
£93
includes taxes & fees
7 Oct - 8 Oct
Hotel Pescille by Double Hospitality
A table set for dining with a view of a hilltop town.
A stone-walled room with a large bathtub, wooden beams, and a view through a window.
A swimming pool with lounge chairs and umbrellas, surrounded by greenery.
A stone-walled room with a hot tub, wooden beams, and a view of the outdoors.

4. La Collegiata

La Collegiata
San Gimignano
Norway
Johanne Kristine
£99
includes taxes & fees
30 Oct - 31 Oct
La Collegiata
A pool area with lounge chairs and umbrellas, surrounded by stone walls and greenery.
A cozy living room with a fireplace, a comfortable sofa, a wooden coffee table, and a bookshelf.
A stone building with a tiled roof, a small attached structure, and a well-maintained garden with flowers and shrubs.
A pool area with lounge chairs and umbrellas, surrounded by stone walls and greenery, with a view of distant hills.

5. Il Defizio

Il Defizio
Gambassi Terme
Canada
Lisa
£106
includes taxes & fees
8 Oct - 9 Oct
Il Defizio
A stone building with a paved pathway leading to an arched entrance.
A stone building with a tiled roof, a lattice window, and a paved patio with wooden chairs.
A stone structure with a metal pot on top, a red carriage, and a view of a town in the background.
A buffet table with various food items, including pastries, bread, and fruits.

6. Capanna 1826

Capanna 1826
San Gimignano
Canada
Richa
£86
includes taxes & fees
28 Oct - 29 Oct
Capanna 1826
A gated entrance with tall cypress trees, a paved path leading to a building with a yellow facade, and a mountain in the background.
A large estate with a swimming pool, surrounded by lush greenery and rolling hills.
A bedroom with a bed, a desk, and a chair. There is a window with curtains, a painting on the wall, and a view of greenery outside.
An outdoor dining area with multiple tables and chairs, surrounded by buildings with balconies and a staircase.

7. Hotel Casolare Le Terre Rosse

Hotel Casolare Le Terre Rosse
San Gimignano
Canada
Jodie
£126
includes taxes & fees
16 Oct - 17 Oct
Hotel Casolare Le Terre Rosse
A modern bathroom with a hot tub, a glass shower enclosure, and a brick wall.
A restaurant with brick arches, wooden ceiling beams, and tables set for dining.
A two-story building with a tiled roof, a central entrance, and a small balcony.
A swimming pool with four lounge chairs, a view of a forested hill, and a tower on top.

8. Boccioleto Resort&Spa

Boccioleto Resort&Spa
Montaione
United States
robin
£65
includes taxes & fees
6 Nov - 7 Nov
Boccioleto Resort&Spa
A swimming pool with lounge chairs and a view of a hill with buildings.
An aerial view of a vineyard with rows of grapevines, a large building with a swimming pool, and a distant hilltop town.
A cozy dining area with a wooden table and chairs, a sofa, and a fireplace.
A stone building with a terrace, outdoor seating, and a view of rolling hills.

9. Agriturismo Il Casolare di Bucciano

Agriturismo Il Casolare di Bucciano
San Gimignano
United Kingdom
Satnam
£101
includes taxes & fees
1 Nov - 2 Nov
Agriturismo Il Casolare di Bucciano
A narrow cobblestone street lined with traditional brick buildings, outdoor seating with wicker chairs and tables, and hanging lanterns.
A staircase with a wooden handrail and black balusters, leading to an upper floor.
A rustic room with a stone ceiling, a bench, white tables, and a window with red curtains.
A rustic room with exposed brick walls, a piano, and a dining table set with white tableware.

10. Hotel Il Castello

Hotel Il Castello
Certaldo Alto
United States
Kenneth
£113
includes taxes & fees
21 Oct - 22 Oct
Hotel Il Castello
A rustic stone building with a covered patio area featuring outdoor seating.
A restaurant with multiple tables set for dining, featuring a rustic wooden ceiling and stone walls.
An outdoor courtyard with a stone archway, a tiled pathway, and a view of a building in the background.
A cozy interior with a wooden reception desk, seating area, and exposed brick arches.

11. Agrihotel Il Palagetto

Agrihotel Il Palagetto
Volterra
United States
Patrick
£93
includes taxes & fees
23 Oct - 24 Oct
Agrihotel Il Palagetto
A large building with a swimming pool, surrounded by greenery and outdoor lighting.
A dining area with tables and chairs, a kitchen in the background, and a patterned wall.
A courtyard with a lawn, seating area, and a weeping willow tree.
A large, multi-story building with a symmetrical facade, multiple windows, and a central entrance.

12. LHP Certaldo Resort

LHP Certaldo Resort
Certaldo
Canada
Arash
£122
includes taxes & fees
25 Oct - 26 Oct
LHP Certaldo Resort
A building with multiple arched windows and doors, outdoor seating areas with tables and chairs, and potted plants.
A building with a courtyard featuring potted plants and flowers.
A spacious living room with a fireplace, wicker furniture, and a view of the garden through open doors.
A swimming pool with sun loungers and umbrellas, surrounded by a wooden fence and greenery.

13. Hotel Le Renaie

Hotel Le Renaie
San Gimignano
Australia
Jessica
£110
includes taxes & fees
25 Oct - 26 Oct
Hotel Le Renaie
A covered outdoor dining area with a table set for four, overlooking a scenic landscape with hills and a body of water.
A swimming pool with clear water, surrounded by stone walls and lush greenery, overlooking a scenic landscape.
A stone building with a tiled roof, a gravel path leading to a wooden archway, and a sign reading "LA FONTE".
A round bar area with a central light fixture and a variety of bottles and glasses.

14. Borgo Pignano Volterra Tuscany

Borgo Pignano Volterra Tuscany
Volterra
Canada
Robert
£416
includes taxes & fees
22 Oct - 23 Oct
Borgo Pignano Volterra Tuscany
A stone building with a sign reading "hotel s.ino" and a door with a wrought iron gate.
A hotel lobby with a wooden reception desk, a black leather sofa, and a dining area in the background.
A narrow street with stone buildings, a wooden bench with flowers, and a cobblestone path.
An outdoor seating area with tables and chairs under a tent, surrounded by potted plants and a stone wall.

15. Hotel San Lino

Hotel San Lino
Volterra
United Kingdom
Paul
£88
includes taxes & fees
16 Oct - 17 Oct
Hotel San Lino
A covered outdoor seating area with a tiled roof, surrounded by lush greenery and a view of distant hills.
An outdoor patio area with tables and chairs, a reception desk, and potted plants.
A view from a covered outdoor area with a paved floor, leading to a garden with various plants and a distant landscape.
A swimming pool with lounge chairs and umbrellas, surrounded by greenery.

16. Hotel Villa San Giorgio

Hotel Villa San Giorgio
Poggibonsi
United States
Arik
£54
includes taxes & fees
3 Nov - 4 Nov
Hotel Villa San Giorgio
A dining area with a table set for four, overlooking a scenic landscape.
A pool with a view of rolling hills and distant buildings.
A buffet setup with various food items and a seating area with wicker chairs and tables.
A room with a bed, a wooden table, a chair, and a window with curtains.

17. Poderi Arcangelo

Poderi Arcangelo
San Gimignano
United States
Hector
£98
includes taxes & fees
6 Nov - 7 Nov
Poderi Arcangelo
A stone building with a swimming pool, outdoor seating, and trees.
A restaurant with a brick floor, white furniture, and a chalkboard menu.
A stone building with a tiled roof, outdoor seating area with lounge chairs, and a gravel path.
A bedroom with a bed, a lamp, a chandelier, and curtains.

18. Il Castagnolo Country B&B

Il Castagnolo Country B&B
San Gimignano
United States
Allan
£101
includes taxes & fees
14 Oct - 15 Oct
Il Castagnolo Country B&B
A table with breakfast items and drinks, set against a vineyard backdrop.
A bedroom with a bed, a desk, and a chair. There are windows with curtains, a television on the wall, and a view of the outdoors.
A row of bicycles parked on grass with a view of a distant landscape and mountains.
A reception area with a wooden counter, a sofa, and a wine display.

19. Podere La Quercia

Podere La Quercia
San Gimignano
United States
James
£154
includes taxes & fees
6 Nov - 7 Nov
Podere La Quercia
A pool area with lounge chairs and umbrellas, a view of a hilltop town with historic buildings.
A balcony with a table and chairs, a bucket with glasses, and a view of the landscape.
An aerial view of a residential property with multiple buildings, a swimming pool, and a well-maintained garden.
A hotel room with a bed, a bedside table with a lamp, a small table with two glasses, and a chair.

20. Cappuccina Country Resort

Cappuccina Country Resort
San Gimignano
United States
tony
£171
includes taxes & fees
15 Oct - 16 Oct
Cappuccina Country Resort
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Top Il Castagno Hotel Reviews

Villa I Barronci Resort & Spa

Villa I Barronci Resort & Spa

8/10 Good
"We quite enjoyed the heated pool and views. Thank you for having us."
Dianna 1-night trip
Posted 2 days ago
Villa I Barronci Resort & Spa
Fattoria di Vegi

Fattoria di Vegi

10/10 Excellent
"The entire estate was perfectly curated, every aspect was completely flawless. Food and wine…. 10/10. Best place we’ve ever stayed."
Timothy 4-night trip
Posted 2 days ago
Fattoria di Vegi
Salvadonica - Borgo del Chianti

Salvadonica - Borgo del Chianti

10/10 Excellent
"Property was beautiful staff was great last time with my family"
Niurka 3-night trip
Posted 2 days ago
Salvadonica - Borgo del Chianti
La Cisterna

La Cisterna

8/10 Good
"It was an okay stay for one night. Clean and a comfortable bed."
Cynthia 1-night trip
Posted 3 days ago
La Cisterna
Hotel Toscana Ambassador

Hotel Toscana Ambassador

8/10 Good
"Close to train station"
Marian 1-night trip
Posted 5 days ago
Hotel Toscana Ambassador
Hotel Borgo San Luigi

Hotel Borgo San Luigi

8/10 Good
"Great breakfast and clean room. However, not a very kid friendly with no high chair available in the room and the few ones in the restaurant were broken or dirty. Good place for adulte."
Samuel 2-night trip
Posted 5 days ago
Hotel Borgo San Luigi
Poderi Arcangelo

Poderi Arcangelo

10/10 Excellent
"Beautiful property, nice and helping staff. We enjoy our stay ."
Hector 3-night trip
Posted 5 days ago
Poderi Arcangelo
Castelfalfi

Castelfalfi

10/10 Excellent
"The true meaning of Perfection. I've never said that about any accommodations"
Larry 4-night trip
Posted 6 days ago
Castelfalfi
Mormoraia

Mormoraia

10/10 Excellent
"Loved this property! Gorgeous views, beautiful property, room was amazing. Breakfast was also great."
Kathleen 4-night trip
Posted 13 days ago
Mormoraia

More cheap stays in Il Castagno

Antico Borgo Poggiarello

Antico Borgo Poggiarello

Strada Di San Monti 12 Monteriggioni SI
£125
13 Oct - 14 Oct
includes taxes & fees
9/10 Wonderful! (20 reviews)
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Borgo Tignano

Borgo Tignano

Località Tignano Volterra PI
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Agriturismo Il Caggio di Sotto

Agriturismo Il Caggio di Sotto

Loc. Il Caggio di Sotto, 26 Colle di Val d'Elsa SI
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9.6/10 Exceptional! (16 reviews)
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Agriturismo Belmonte Vacanze

Agriturismo Belmonte Vacanze

Via Torri 62 Lano Montaione FI
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9.2/10 Wonderful! (5 reviews)
Agriturismo Belmonte Vacanze
Agriturismo Poggio Pistolese

Agriturismo Poggio Pistolese

Strada Provinciale Samminiatese Montaione FI
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8/10 Very good! (12 reviews)
Agriturismo Poggio Pistolese
Hotel Albergo Italia

Hotel Albergo Italia

Via Trento, 36 Poggibonsi SI
Get ratesHotel Albergo Italia

Frequently asked questions

What is the best area to stay in Il Castagno?
The best area to stay in Il Castagno is within the main village itself, providing the most convenience and a true sense of the local setting.The main village of Il Castagno is compact and built around the central piazza, which often hosts local markets and community events. You'll find a selection of local shops, a pharmacy, and a few traditional trattorias here. The streets are narrow and winding, typical of a Tuscan hill town, and many offer lovely views of the surrounding countryside.For couples seeking a romantic and relaxing getaway, staying right in the village is ideal. You're within easy walking distance of quality restaurants for evening meals, and the atmosphere is wonderfully peaceful, especially after the day-trippers have left. The proximity to local wine bars also means you can enjoy a glass of Chianti without worrying about driving.Families will also find the main village a practical choice. With amenities close at hand, it simplifies daily routines. There are often small playgrounds or open spaces where children can play, and the village itself is easy to navigate on foot, making buggy use simple.
When is the best time to go to Il Castagno?
The best time to go to Il Castagno is during the warmer months, from late spring through early autumn, particularly May, June, and September.These months offer pleasant temperatures, ideal for enjoying the outdoor activities and natural beauty of the Tuscan countryside. You'll find the vineyards and olive groves at their most appealing, superb for leisurely strolls or exploring nearby towns without the intense heat of mid-summer.Couples looking for a romantic getaway will find May, June, and September particularly appealing. The weather is comfortable for al fresco dining at local trattorias, wine tasting tours, and exploring the historic hill towns that dot the region. The fewer crowds compared to peak August also ensure a more intimate and relaxed experience.For families, late May and early June, or the first half of September, are excellent choices. The weather is warm enough for children to enjoy outdoor activities like swimming in a villa's pool or exploring the local farms, but it's not overwhelmingly hot.
Can I cancel my hotel reservation on Expedia?
You can cancel your hotel reservation on Expedia, though it depends on the cancellation policy of your booking. Most bookings are refundable if canceled within 24-48 hours of the scheduled arrival. Be sure to check your booking confirmation for the exact cancellation policy. If free cancellation is available, you can cancel directly through your Expedia account by logging in, going to "My Trips", and selecting your reservation. To find flexible deals, filter your search by "Fully refundable property" for hotels in Il Castagno.
How much is the nightly rate at a Il Castagno hotel?
Prices for hotels in Il Castagno often vary, but you can find a great deal from £45 on Expedia. All sorts of factors affect price, such as the time of year or the days of the week you choose for your stay. Find the best deals by being flexible with your dates, and sort search results by "Price: low to high" for the cheapest rate.

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